Arrive: Florence, Italy
Depart: Pisa, Italy
Scroll through our signature accommodations for this trip below. Although it is highly unlikely, we may make substitutions when necessary.
This trip is rated Level 3, Moderate, according to our trip grading system. While we do not see major elevation gain or loss, you will need to be comfortable hiking up to 6 miles a day and being on your feet for 4-5 hours a day. Trail conditions, weather, and the group's level of fitness can affect hiking times and pacing.
"I was a tour guide myself in my younger years; thus, I feel qualified to address all the fine qualities of this experience. Wonderful human touches brought so much life to this trip: the cozy restaurants, charming hotels, the farms and vineyards, and above all, our three guides—lovely human beings, and so professional. Superb!"
Al D.
Twin Lakes, CO
"This was a great itinerary that was well organized and well executed. We had great food and wine at every destination and very well-informed trip leaders."
Bill B.
Highland Park, IL
"I LOVED THIS TRIP. As I look back, I have nothing but happy memories of each and every day. Our group was amazing as far as getting along and making new friendships. I have a new love for Italy and the countryside, as well as the traditions and language, all because of this trip and these guides and all the careful prep put into the whole thing. Cannot thank you enough."
Carolyn H.
Jupiter, FL
"Outstanding trip, thank you! I absolutely loved the hiking and felt like we were seeing off-the-beaten-tourist-track places. Great guides, really good food, and the Italian Riviera was spectacular—especially the last day hiking out of Portofino to the cove with the big seafood lunch on the beach. What a way to end the trip! It was fabulous in every way. This was one of my favorite trips ever, and I've traveled extensively throughout the world. I can't wait to do another one with you."
Cybele L.
Sharon, CT
"I was very impressed with this trip. Our guides were wonderful, and I loved seeing some of the out-of-the-way villages we hiked through. It was great to be off the beaten path."
Judy E.
Methuen, MA
"Our trip was fabulous on every front—we felt very well taken care of."
Laila D.
Twin Lakes, CO
"This was a well-designed trip which we very much enjoyed. Our Trip Leader JoAnn was well informed, organized and very engaging throughout our trip. We learned a great deal on our hikes and so enjoyed the museum tours and the guides she chose to lead them. We have always spoken highly of WT to our friends and family."
Lynne H.
Weems, VA
"Excellent lodging at hotels that we would return on our own. Can't say enough about the talents of our leaders in putting together the picnic lunches. This was our first trip of this kind, and I expect we'll be back. Sicily? Dolomites? All in all, it was a great value for the money, and I so appreciated the mix of hiking and in-town visits. "
Mary L.
Jamaica Plain, MA
"I enjoy reliving the beauty of the countryside, the plethora of information received, the charm of the medieval cities, the delicious picnics, and the company of interesting, intelligent, cheerful people—both fellow tour members and the wonderful trip leaders."
Susan M.
Burlingame, CA
"It was an overall wonderful experience—we didn’t have to think about anything (other than what to order for dinner)."
Tom K.
Sudbury, MA
Our Area Specialists know every detail about our tours. They will be happy to answer any questions and help you choose the journey that’s right for you. Contact us to learn more or book your trip today!
Submit the form below to download itinerary
With more than 200 different adventures to choose from, we want to help you find the trip that’s right for you. Our Trip Level system ranks each trip in two ways: a number rating from 1 to 6 according to the activity, and general travel rigors. 1 is the easiest and 6+ the most difficult—see descriptions below for explanations of each number. A plus (+) sign means the trip is a bit more strenuous than other trips of that level. The detailed explanation of each trip—below the bar with the number rating—is perhaps more important, specifying activities, altitudes, hiking, and travel conditions. The Detailed Itinerary, available by download or mail, gives further information. Our Area Managers can also answer questions and guide you to the trip that best suits your interests.
Level 1 – Easiest
Non-camping journeys, optional walks, little elevation gain or loss.
Level 2 – Easy to Moderate
Hotel nights and/or safari-style camping, hikes of two to four hours on some days. Other physical activities are sometimes included, such as optional sea kayaking.
Level 3 – Moderate
Half- to full-day hikes (3-6 hours) over rolling countryside on most days, occasional steep trails. Many of our hotel-based walking tours are in this category, as are our snorkeling adventures.
Level 4 – Moderate to Strenuous
Full-day hikes (4-6 hours), mountainous terrain, significant elevation gains and losses (hiking up or down as much as 3,000 feet) on many days. Altitudes no greater than about 10,000 feet.
Level 5 – Strenuous
Full-day hikes (4-8 hours), mountainous, steep terrain (hiking up or down as much as 3,500 feet) on many days. Trips with hiking at average altitudes of 10,000 to 12,000 feet are in this category.
Level 6 – Very Strenuous
Full-day hikes (5-8 hours), mountainous, steep terrain (hiking up or down as much as 3,500 feet) on many days. Most hikes take place at altitudes above 10,000 feet, with some days ascending as high as 18,000 feet.